Synthesis of Indolizines through Oxidative Linkage of C-C and C-N Bonds from 2-Pyridylacetates

被引:44
|
作者
Mohan, Darapaneni Chandra [1 ]
Ravi, Chitrakar [1 ]
Pappula, Venkatanarayana [1 ]
Adimurthy, Subbarayappa [1 ]
机构
[1] CSIR Cent Salt & Marine Chem Res Inst, Acad Sci & Innovat Res, Bhavnagar 364002, Gujarat, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 13期
关键词
ONE-POT; MULTICOMPONENT SYNTHESIS; CYCLIZATION; KETONES; FUNCTIONALIZATION; DERIVATIVES; ANNULATION; ALKYNES; IODINE; 2-ALKYLAZAARENES;
D O I
10.1021/acs.joc.5b00477
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of indolizine-1-carboxylates through the Ortoleva-King reaction of 2-pyridylacetate followed by the Aldol condensation under mild reaction conditions has been described. This protocol is compatible with a broad range of functional groups, and it has been also successfully extended to unsaturated ketones, bringing about the regioselective formation of benzoyl-substituted indolizines through Michael addition followed by C-N bond formation, which are difficult to prepare by previous methods in a single step.
引用
收藏
页码:6846 / 6855
页数:10
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